Fluorine- Or Phosphorus-containing Reactant Patents (Class 528/244)
  • Patent number: 8907046
    Abstract: Copolymers containing at least one perfluoropolyether segment and multiple aminooxalylamino groups are described. Methods of making the copolymers are also described. The copolymers can be prepared by reacting an oxalylamino-containing compound and an amine compound having at least two primary amino groups, at least two secondary amino groups, or at least one primary amino group plus at least one secondary amino group.
    Type: Grant
    Filed: December 22, 2010
    Date of Patent: December 9, 2014
    Assignee: 3M Innovative Properties Company
    Inventors: Suresh S. Iyer, Miguel A. Guerra, Richard G. Hansen, David S. Hays, Ramesh C. Kumar, George G. I. Moore, Yu Yang
  • Publication number: 20140322309
    Abstract: ?-Aminoamidine polymers and methods of preparing a-aminoamidine polymers by reacting by reacting one or more amines with one or more isocyanides and one or more aldehydes are described. Methods of preparing a-aminoamidine polymers from commercially available starting materials are also provided, wherein the starting materials are racemic or stereochemically pure. a-Aminoamidine polymers or salt forms thereof are preferably biodegradable and biocompatible and may be used in a variety of drug delivery systems and for other purposes as well such as, for example, coatings, additives, excipients, plastics, and materials, etc. Given the amino moiety of these ?-aminoamidine polymers, they are particularly suited for the delivery of polynucleotides. Complexes, micelles, liposomes or particles containing the inventive ?-aminoamidine polymers and polynucleotides can be prepared. The inventive ?-aminoamidine polymers may also be used in preparing microparticles for drug delivery.
    Type: Application
    Filed: December 15, 2012
    Publication date: October 30, 2014
    Applicant: Massachusetts Institute of Technolo
    Inventors: Arturo Jose Vegas, Kathryn Ann Whitehead, Daniel Griffith Anderson, Robert S. Langer, Joseph R. Dorkin
  • Patent number: 8648164
    Abstract: Disclosed is a method for making a low-k, flame-retardant, bi-functional benzoxazine. The method includes the steps of dissolving phosphoric diamine with various functional groups, phenolic adamantane and paraformaldehyde in a solvent at 72° C. to 88° C. for 7 to 9 hours, and cooling and introducing the solution in n-hexane to separate the low-k, flame-retardant, phosphoric, bi-functional benzoxazine.
    Type: Grant
    Filed: February 15, 2012
    Date of Patent: February 11, 2014
    Assignee: Chung-Shan Institute of Science and Technology, Armaments, Bureau, Ministry of National Defense
    Inventors: Wen-Chiung Su, Ching-Hsuan Lin, Hung-Tse Lin, Feng-Jen Wang
  • Patent number: 8586700
    Abstract: Disclosed is a method for preparing a poly(ethersulfonimide or ethersulfonamide) copolymer using cyclic oligomers, and more particularly, to a method for preparing a poly(ethersulfonimide or ethersulfonamide) copolymer by preparing a cyclic ether sulfone oligomer and a cyclic imide or amide oligomer and subjecting the cyclic ether sulfone oligomer and the cyclic imide or amide oligomer to ring-opening copolymerization in the presence of an alkali metal fluoride catalyst.
    Type: Grant
    Filed: October 7, 2010
    Date of Patent: November 19, 2013
    Assignee: Korea Reasearch Institute of Chemical Technology
    Inventors: Yong Seok Kim, Hyun Min Jung, Jong Chan Won, Jae Heung Lee
  • Publication number: 20130184405
    Abstract: Phosphazene-formaldehyde polymeric and phosphazene-formaldehyde metal polymeric compounds and methods for their preparation are described. In one aspect, a phosphazene-formaldehyde polymer is formed by reacting hexaminocyclotriphosphazene hexammonium-chloride, [{NP(NH2)2}3.6NH4Cl], and formaldehyde, HCHO, in an aqueous environment to form a reaction product.
    Type: Application
    Filed: October 4, 2010
    Publication date: July 18, 2013
    Applicant: KING SAUD UNIVERSITY
    Inventors: Saad M. Alshehari, Tansir Ahamad
  • Publication number: 20130053530
    Abstract: Disclosed is a method for preparing a poly(ethersulfonimide or ethersulfonamide) copolymer using cyclic oligomers, and more particularly, to a method for preparing a poly(ethersulfonimide or ethersulfonamide) copolymer by preparing a cyclic ether sulfone oligomer and a cyclic imide or amide oligomer and subjecting the cyclic ether sulfone oligomer and the cyclic imide or amide oligomer to ring-opening copolymerization in the presence of an alkali metal fluoride catalyst.
    Type: Application
    Filed: October 7, 2010
    Publication date: February 28, 2013
    Inventors: Yong Seok Kim, Hyun Min Jung, Jong Chan Won, Jae Heung Lee
  • Patent number: 8372900
    Abstract: Provided is a cellulosic composite comprised of cellulosic material and a binder. The binder comprises an aldehyde or ketone and amine salt of an inorganic acid. The composition when mixed with cellulosic material and cured forms a cellulosic composite.
    Type: Grant
    Filed: August 19, 2009
    Date of Patent: February 12, 2013
    Assignee: Johns Manville
    Inventors: Kiarash Alavi Shooshtari, Philip Francis Miele, Jawed Asrar
  • Publication number: 20110207908
    Abstract: The present invention provides a method for preparing a phosphorus-containing bexzoxazine resin having the following structure shown as the formula (I) or (V): wherein, R1˜R4 respectively comprise one selected from the group consisting of hydrogen, C1˜C6 alkyl, C3˜C6 cyclic alkyl, and phenyl.
    Type: Application
    Filed: February 23, 2010
    Publication date: August 25, 2011
    Inventors: WEN-CHIUNG SU, Ching-Hsuan Lin, Po-Wen Cheng
  • Patent number: 7645822
    Abstract: Process for preparation of polyoxymethylenes via polymerization of the monomers a) in the presence of cationic initiators b) and also, if appropriate, in the presence of regulators c), followed by deactivation and discharge from the reactor, which comprises using, as deactivator (d) at least one basic compound having at least 2 amino functions of different reactivity in one molecule.
    Type: Grant
    Filed: November 5, 2005
    Date of Patent: January 12, 2010
    Assignee: BASF SE
    Inventors: Jens Assmann, Knut Zollner
  • Publication number: 20090036637
    Abstract: The present invention provides an aminophosphonate mid functional co-polymer, or oligomer thereof, a method for its manufacture and a number of applications for it. The aminophosphonate co-polymer is of the formula (I): (A)a-[PO(OX)CR?2NR(R?NR)mCR?2—]nPO(OX)-(A)b; wherein: X is hydrogen or any suitable cation; each of the R groups, which may be the same or different, and each of the R? groups, which may be the same or different, is hydrogen, an optionally substituted alkyl, cycloalkyl, alkenyl, aryl, aralkyl, alkaryl or alkoxyalkyl group of 1-20 carbon atoms each of which may be optionally substituted once or more than once, R? is an alkane group, substituted alkane group or heterocyclic group; and wherein A is derived from any suitable monomer, a and b are the same and each is an integer from 1 to 1000 or a and b are different and one is zero or an integer from 1 to 1000 and the other is an integer from 1 to 1000, m is zero or from 1 to 100, and n is zero or from 1 to 100.
    Type: Application
    Filed: September 22, 2005
    Publication date: February 5, 2009
    Inventors: Graham Otter, Shazia Zafar, Gary Woodward
  • Publication number: 20080200617
    Abstract: The invention relates to a method for preparing halogen-free flameproof epoxy resins, in which a halogen-free epoxy resin is reacted with a polyfunctional aldehyde or ketone and a phosphinic acid derivative, wherein the phosphinic acid derivative contains at least one P—H-active structural unit of the formula ?PH(O) and is used in an amount equivalent to the polyfunctionality of the aldehyde or ketone, to a halogen-free flameproof epoxy resin obtainable by this method, to the use of the epoxy resin as a base material for the manufacture of printed circuit boards and printed circuits and to intermediates used to prepare the epoxy resins.
    Type: Application
    Filed: December 12, 2006
    Publication date: August 21, 2008
    Inventors: Berthold Just, Holger Keller, Manfred Doering, Uwe Storzer, Sebastian Seibold
  • Publication number: 20080078990
    Abstract: Disclosed are a copolymer of a perfluoropolyether derivative and a photosensitive polymer, a composition for forming banks comprising the copolymer, and a method for forming banks using the composition. Also disclosed is an organic thin film transistor including the composition and an electronic device including the organic thin film transistor. The use of the copolymer may enable the formation of banks by a solution coating process. Because an organic thin film transistor including banks formed by the method may be fabricated without any degradation in the characteristics of the organic thin film transistor, improved electronic properties may be exhibited.
    Type: Application
    Filed: February 26, 2007
    Publication date: April 3, 2008
    Inventors: Jung Seok Hahn, Kyu Yeol In, Bon Won Koo, Kook Min Han, Sang-Yoon Lee
  • Patent number: 7196206
    Abstract: The invention relates to asymmetrical linear organic oligomers represented by the following formula (I), X—R1ArnR2 ??(I) in which n is from 4 to 10, Ar is for example an optionally substituted 2,5-thienylene group, R1 is for example a C10–C20 alkylene group, R2 is for example a C1–C12 alkyl group, and X is for example a vinyl group or an alkoxysilyl group. Also described is a process for the production of such organic oligomers, and semiconductors in electronic modules that include such organic oligomers.
    Type: Grant
    Filed: November 9, 2004
    Date of Patent: March 27, 2007
    Assignee: H.C. Starck GmbH & Co. KG
    Inventors: Stephan Kirchmeyer, Sergei Ponomarenko, Marcus Halik
  • Patent number: 7126013
    Abstract: Mono-, oligo- or polymers comprising at least one 9-H,H-fluorene group and at least one arylene group are suitable for use as semiconductors or charge transport materials in optical, electrooptical or electronic devices including field effect transistors, electroluminescent, photovoltaic and sensor devices.
    Type: Grant
    Filed: March 8, 2004
    Date of Patent: October 24, 2006
    Assignee: Merck Patent GmbH
    Inventors: Martin Heeney, Steven Tierney, Marcus Thompson, Iain Mc Culloch
  • Patent number: 7071290
    Abstract: The invention relates to polymers and oligomers, methods of their synthesis, and electronic devices comprising them.
    Type: Grant
    Filed: April 28, 2005
    Date of Patent: July 4, 2006
    Assignee: The Ohio State University
    Inventors: Arthur J. Epstein, Daike Wang
  • Patent number: 6984716
    Abstract: A phosphorus-containing compound represented by formula (I) and a preparation method thereof are provided. An addition reaction is performed for an organic cyclic phosphorus compound with an aryl aldehyde compound, and then a condensation reaction is performed with an aryl compound having active hydrogen in the use of an organic acid as a catalyst to obtain the proposed phosphorus-containing compound. This phosphorus-containing compound can be used as a hardener for resin, and improves flame retardant properties and thermal resistance for a flame retardant epoxy resin composition, thereby suitably applied to resin compositions used for manufacturing printed circuit boards and laminated circuit boards in electronic or electric products.
    Type: Grant
    Filed: March 24, 2003
    Date of Patent: January 10, 2006
    Assignee: Chang Chun Plastics Co., Ltd.
    Inventors: Kuen-Yuan Hwang, An-Pang Tu, Chi-Yi Ju, Ching-Chung Lin
  • Patent number: 6946540
    Abstract: Disclosed herein is a process for preparing cured arylene sulfide polymers. A first curing vessel comprising a first agitator is used to cure a poly(arylene sulfide) compacted powder. The curing proceeds until the compacted powder reaches a melt flow rate within a target range. When the melt flow rate of the compacted powder first reaches the target range, the power consumption of the first agitator is determined. A second curing vessel comprising a second agitator is charged with a second quantity of the compacted poly(arylene sulfide) powder. The second quantity of compacted powder is cured in the second vessel until the power consumption of the second agitator reaches the value at which the melt flow rate in the first curing vessel first reached the target range.
    Type: Grant
    Filed: March 24, 2003
    Date of Patent: September 20, 2005
    Assignee: Chevron Phillips Chemical Company, LP
    Inventors: Fernando C. Vidaurri, Aubrey South, Jr., David A. Soules, Jeffrey S. Fodor
  • Patent number: 6906166
    Abstract: The invention relates to polymers and oligomers, methods of their synthesis, and electronic devices comprising them.
    Type: Grant
    Filed: May 18, 2004
    Date of Patent: June 14, 2005
    Assignee: The Ohio State University
    Inventors: Arthur J. Epstein, Daike Wang
  • Patent number: 6825303
    Abstract: New precursors and processes to generate fluorinated poly(para-xylylenes) (“PPX”) and their chemically modified films suitable for fabrications of integrated circuits (“ICs”) of <0.15 &mgr;m are disclosed. The films so prepared have low dielectric constants (“∈”) and are able to keep the integrity of the dielectric, Cu, and the barrier metal, such as Ta. Hence, the reliability of ICs can be assured.
    Type: Grant
    Filed: February 26, 2001
    Date of Patent: November 30, 2004
    Assignee: Dielectric Systems, Inc.
    Inventor: Chung J. Lee
  • Patent number: 6777532
    Abstract: The invention relates to polymers and oligomers, methods of their synthesis, and electronic devices comprising them.
    Type: Grant
    Filed: February 28, 2002
    Date of Patent: August 17, 2004
    Assignee: The Ohio State University
    Inventors: Arthur J. Epstein, Daike Wang
  • Patent number: 6521359
    Abstract: Provided is a polymeric fluorescent substance which emits a fluorescence in a solid state, which comprises the following repeating unit in an amount of 20 mol % or more based on the total amount of all repeating units, in the formula, X1 represents a group selected from the group consisting of —CR3═CR4—, —C≡C—, —SiR5R6—, —NR7—, —CO—, —CO—O—, —O—CO—, —SO2—, a carbon-carbon single bond, —O— and —S—. The polymeric fluorescent substance has strong fluorescence, and can be suitably used as a polymer LED and a dye for laser.
    Type: Grant
    Filed: March 31, 2000
    Date of Patent: February 18, 2003
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Takanobu Noguchi, Shuji Doi, Makoto Kitano, Fumi Yamaguchi
  • Patent number: 6495273
    Abstract: A light-emitting polymer and its preparation method, the polymer being excellent in electron injection and transport ability as well as hole injection and transport ability in an EL device, the EL device manufactured from the polymer being also emittable in the blue emission region, in which the EL device from an inorganic material is not mostly emittable. The light-emitting polymer of the invention is an alternated copolymer having repeated units (arylenevinylene units) excellent in hole injection and transport ability and repeated units (fluorinated tetraphenyl units) excellent in electron injection and transport ability with alternated order, as shown in formula (II). An EL device manufactured from the light-emitting polymer, a fluorinated tetraphenyl derivative of formula (I), which is used as a monomer to prepare the light-emitting polymer, and their preparation methods.
    Type: Grant
    Filed: September 15, 1999
    Date of Patent: December 17, 2002
    Assignee: Electronics and Telecommunications Research Institute
    Inventors: Do Hoon Hwang, Tae Hyoung Zyung, Lee Mi Do, Hye Yong Chu
  • Patent number: 6495655
    Abstract: The amino-aldehyde-phosphate resins and copolymers are produced by reacting an amino compound, an aldehyde and a phosphorus oxyacid, These components may be reacted at ambient or elevated temperature or at ambient, elevated or reduced pressure. They may be produced in the form of water based pre-polymer, a clear resin or as granules or powder. These resins are flame retardant and may be added to or applied on to flammable organic materials to make them flame retardant. The amino-aldehyde-phosphate resins and copolymers may be utilized as coating agent, as an adhesive, films, laminates and as flame retardant compounds.
    Type: Grant
    Filed: February 5, 2002
    Date of Patent: December 17, 2002
    Inventor: David H. Blount
  • Patent number: 6433128
    Abstract: A process for producing an oxymethylene copolymer by polymerizing trioxan and 1,3-dioxolan in the presence of a cationically active catalyst, wherein (1) 1,3-dioxolan is used in an amount of 0.01 to 2.9 mol % based on trioxan; and (2) the cationically active catalyst is used in an amount of 1×10−7 to 1.2×10−4 mol based on 1 mol of trioxan. The process of the present invention makes it possible to obtain at a high yield an oxymethylene copolymer which has almost as high mechanical strength and stiffness as an oxymethylene homopolymer while retaining the tenacity and heat stability of an oxymethylene copolymer.
    Type: Grant
    Filed: May 16, 2001
    Date of Patent: August 13, 2002
    Assignee: Mitsubishi Gas Chemical Co, Inc.
    Inventors: Takahiro Nakamura, Akira Okamura, Masanori Furukawa, Isamu Masumoto, Kaneo Yoshioka, Kazumasa Maji
  • Patent number: 6403237
    Abstract: Provided is a high heat-resistant polymeric fluorescent substance having a divalent condensed polycyclic aromatic group of specific size having a bonding part at specific position shows fluorescence at a long wave length from orange to red, which is useful for fabricating an organic EL device having excellent properties by a coating method.
    Type: Grant
    Filed: June 8, 1999
    Date of Patent: June 11, 2002
    Assignee: Sumitomo Chemical Co., Ltd.
    Inventors: Takanobu Noguchi, Masamitsu Ishitobi, Makoto Kitano
  • Patent number: 6265528
    Abstract: A particularly useful process which includes the steps of providing a feedstream comprising a soluble condensation promoting component capable of activating a heterogeneous acidic catalyst and a source of formaldehyde formed by conversion of dimethyl ether in the presence of a catalyst comprising silver as an essential catalyst component; and heating the feedstream with the heterogeneous acidic catalyst in a catalytic distillation column to convert methanol and formaldehyde present to methylal and higher polyoxymethylene dimethyl ethers and to separate the methylal from the higher polyoxymethylene dimethyl ethers is disclosed. Advantageously, methylal and higher polyoxymethylene dimethyl ethers are formed and separated in a catalytic distillation column.
    Type: Grant
    Filed: November 12, 1998
    Date of Patent: July 24, 2001
    Assignee: BP Corporation North America Inc.
    Inventors: Gary P. Hagen, Michael J. Spangler
  • Patent number: 6207301
    Abstract: A polymeric fluorescent substance having visible fluorescence in a solid state and a polystyrene-reduced number-average molecular weight of 103 to 107, which contains at least one repeating unit represented by the following formula (1), —Ar1—CR1═CR2—  (1) wherein the sum of the repeating unit is from 10 to 100 mol % of the total number of the repeating units, Ar1 represents an arylene group having 4 to 20 carbon atoms taking part in conjugated bonds and containing at least one substituent represented by the following formula (2) as a nuclear substituent, or a heterocyclic compound group, having 4 to 20 carbon atoms taking part in conjugated bonds, and containing at least one substituent represented by the following formula (2) as a nuclear substituent; and R1 and R2 independently represent a group selected from the group consisting of hydrogen, an alkyl group having 1 to 20 carbon atoms, an aryl group having 6 to 20 carbon atoms, a heterocyclic compound group having 4 to 20
    Type: Grant
    Filed: August 18, 1997
    Date of Patent: March 27, 2001
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Toshihiro Ohnishi, Takanobu Noguchi, Shuji Doi
  • Patent number: 6140456
    Abstract: New starting materials and chemical processes will be used to make fluorinated poly(para-xylylenes) (F-PPX) and fluorinated poly(para-fluoroxylylenes) (F-PPFX). The processes will use some very low cost and readily available starting materials, catalysts, chemical reactors, transport polymerization (TP) systems, and chemical vapor deposition (CVD) systems commonly used for making F-PPX. New TP and CVD deposition systems will also be used to make F-PPX and F-PPFX. These polymers are used for the manufacture of low dielectric films with high thermal stability and are sufficiently strong to withstand planarization and polishing for the manufacture of integrated circuits.
    Type: Grant
    Filed: October 24, 1997
    Date of Patent: October 31, 2000
    Assignee: Quester Techology, Inc.
    Inventors: Chung J. Lee, Hui Wang, Giovanni Antonio Foggiato
  • Patent number: 6066712
    Abstract: The present invention relates to a styryl polymer, represented by the following formula (I) or (II), a production method thereof and use thereof to a photosensitive member and a electroluminescence element: ##STR1## in which Ar.sub.11 is an arylene group which may have a substituent; Ar.sub.12 is an aryl group, a polycondensed ring group or a heterocyclic ring group; n.sub.1 is a natural number; ##STR2## in which Ar.sub.21, Ar.sub.22, and Ar.sub.24 are respectively an arylene group which may have a substituent; Ar.sub.25 is an arylene group or a bivalent polycondensed ring group, which may have a substituent; Ar.sub.23 and Ar.sub.26 are respectively an alkyl group, an aralkyl group or an aryl group, which may have a substituent; m.sub.2 is 0, 1, 2 or 3; n.sub.2 is a natural number.
    Type: Grant
    Filed: May 8, 1998
    Date of Patent: May 23, 2000
    Assignee: Minolta Co., Ltd.
    Inventors: Hideaki Ueda, Takeshi Kitahora, Tsuyoshi Nozaki
  • Patent number: 5994455
    Abstract: A process for the preparation of polyoxymethylene copolymers, wherein 1,3,5-trioxane is polymerized with generally known comonomers in the presence of a strong protonic acid initiator and in the presence of a formaldehyde dialkyl acetal, and wherein the initiator is dissolved in the formaldehyde dialkyl acetal before admixing to the trioxane and the comonomers.
    Type: Grant
    Filed: September 8, 1998
    Date of Patent: November 30, 1999
    Assignee: Ticonna GmbH
    Inventors: Karl-Friedrich Muck, Horst Roschert, Robert M. Gronner, Satyajit Verma, Michael G. Yearwood
  • Patent number: 5929195
    Abstract: A branched or crosslinked polyacetal resin is excellent in blow moldability, has impact resistances such as plane impact resistance, and the smoothness of the inner surfaces of moldings produced therefrom, and is suitable for molding, particularly blow molding. It can be produced by the bulk polymerization of (A) trioxane with (B) a cyclic ether and/or cyclic formal and (C) a polyfunctional glycidyl ether compound in the presence of (D) a cationic polymerization catalyst, a mixture prepared by mixing the cyclic ether and/or cyclic formal (B) with the polyfunctional glycidyl ether compound (C) and the cationic polymerization catalyst (D) is added to trioxane (A) to conduct the polymerization.
    Type: Grant
    Filed: July 14, 1998
    Date of Patent: July 27, 1999
    Assignee: Polyplastics Co., Ltd.
    Inventors: Kuniaki Kawaguchi, Kaoru Yamamoto, Hajime Serizawa
  • Patent number: 5637671
    Abstract: 1) Disclosed herein are new fluorine-containing compounds having polyacetalic structure, of general formula:[Rf.sub.m --CH.sub.2 O(CH.sub.2 O).sub.c --CH.sub.2 --.brket close-st..sub.n (I)where:Rf=a perfluorooxyalkylene chain having Mn from 500 to 5,000;m=4-25;c=1-10;n=2-100.2) A process for preparing them which comprises carrying out the polycondensation of diols having formula:HORfOH (II)with formaldehyde, in mass or in the presence of solvents, in an acid medium. The compounds of formula (I) can be oligomeric compounds (polymerization degree x.sub.n from 2 to about 20) or polymeric compounds (x.sub.n from about 20 to about 100). They exhibit a high stability to heat and to chemical agents, and Tg values slightly different from the ones of the diols utilized for preparing them.
    Type: Grant
    Filed: October 12, 1995
    Date of Patent: June 10, 1997
    Assignee: Ausimont S.p.A.
    Inventors: Ferdinando Danusso, Ezio Strepparola, Marinella Levi, Claudio Tonelli, Stefano Turri
  • Patent number: 5563235
    Abstract: Fluorinated aldehydes are made by reacting a fluorinated acyl chloride with a silicon hydride in the presence of palladium. Also disclosed are fluorinated ether aldehydes and their polymers, a process for making fluorinated aldehydes polymers using titanium or aluminum alkoxide catalysts, and a process for endcapping fluorinated polymers using perfluoroallyl fluorosulfate or fluorine.
    Type: Grant
    Filed: January 16, 1996
    Date of Patent: October 8, 1996
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: William B. Farnham
  • Patent number: 5545711
    Abstract: Soluble, amorphous, aromatic polyazomethine polymers and copolymers were prepared by reacting a dialdehyde monomer with a diamine monomer containing trifluoromethylbenzene and various combinations thereof in a solvent, such as N,N-dimethylacetamide. The reaction was heated to reflux yielding a polyazomethine which, after cooling to room temperature, was precipitated. These polymers and copolymers may be used to make films, coatings, composites and adhesives.
    Type: Grant
    Filed: September 29, 1994
    Date of Patent: August 13, 1996
    Assignee: The United States of America as represented by the Administrator of the National Aeronautics and Space Administration
    Inventor: Robert G. Bryant
  • Patent number: 5512652
    Abstract: Fluorinated aldehydes are made by reacting a fluorinated acyl chloride with a silicon hydride in the presence of palladium. Also disclosed are fluorinated ether aldehydes and their polymers, a process for making fluorinated aldehydes polymers using titanium or aluminum alkoxide catalysts, and a process for endcapping fluorinated polymers using perfluoroallyl fluorosulfate or fluorine.
    Type: Grant
    Filed: February 14, 1995
    Date of Patent: April 30, 1996
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: William B. Farnham
  • Patent number: 5492998
    Abstract: Novel polymers of general formula: ##STR1## wherein R is an alkyl or aryl group that contains an active hydrogen atom (as determined by the Zerewitinoff test); A is a spacing group having at least one carbon atom; B is a spacing group having at least two carbon atoms; and R and R' are alkyl or aryl groups. The polymer is synthesized via the Mannich pathway, involving formation of an imine intermediate.
    Type: Grant
    Filed: January 20, 1995
    Date of Patent: February 20, 1996
    Assignees: Lifesource International, Ltd., Jojani Inc.
    Inventor: Nicholas M. Irving
  • Patent number: 5476918
    Abstract: 1) New fluorine-containing compounds having polyacetalic structure, of general formula:(I)[Rf.sub.m --CH.sub.2 O(CH.sub.2 O).sub.c --CH.sub.2 ].sub.nwhere:Rf=a perfluorooxyalkylene chain having Mn from 500 to 5,000;m=4-25;c=1-10;n=2-100.2) A process for preparing them, which comprises carrying out the polycondensation of diols having formula:(II) HORfOHwith formaldehyde, in mass or in the presence of solvents, in an acid medium. The compounds of formula (I) can be oligomeric compounds (polymerization degree x.sub.n from 2 to about 20) or polymeric compounds (x.sub.n from about 20 to about 100). They exhibit a high stability to heat and to chemical agents, and Tg values slightly different from the ones of the diols utilized for preparing them.
    Type: Grant
    Filed: May 5, 1993
    Date of Patent: December 19, 1995
    Assignee: Ausimont, S.p.A.
    Inventors: Ferdinando Danusso, Ezio Strepparola, Marinella Levi, Claudio Tonelli, Stefano Turri
  • Patent number: 5378795
    Abstract: Soluble, amorphous, aromatic polyazomethine polymers and copolymers were prepared by reacting a dialdehyde monomer with a diamine monomer containing trifluoromethylbenzene and various combinations thereof in a solvent, such as N,N-dimethylacetamide. The reaction was heated to reflux yielding a polyazomethine which, after cooling to room temperature, was precipitated. These polymers and copolymers may be used to make films, coatings, composites and adhesives.
    Type: Grant
    Filed: July 30, 1993
    Date of Patent: January 3, 1995
    Assignee: The United States of America as represented by the Administrator of the National Aeronautics and Space Administration
    Inventor: Robert G. Bryant
  • Patent number: 5288840
    Abstract: A polyoxymethylene copolymer excellent in stability and mechanical properties which is comprised of oxymethylene units and oxyalkylene units and has a molecular weight of 10,000 to 200,000. The proportion of oxyalkylene units to oxymethylene units is 0.07 to 0.5% by mole and the ratio of the absorbance of terminal formate groups to that of methylene groups determined by infrared spectrophotometry is not more than 0.025. A process for producing the copolymer is also disclosed.
    Type: Grant
    Filed: June 2, 1992
    Date of Patent: February 22, 1994
    Assignee: Asahi Kasei Kabushiki Kaisha
    Inventors: Hirohisa Morishita, Kazuhiko Matsuzaki
  • Patent number: 5266674
    Abstract: An arylene sulfide copolymer and a process for preparing same by contacting a mixture of two structurally different dihaloromatic compounds, at least one organic amide, at least one sulfur-containing compound, and water, and continuous long fiber reinforced plastics containing arylene sulfide copolymer as the polymer matrix or containing arylene sulfide copolymer in a thermoplastic resin matrix.
    Type: Grant
    Filed: December 24, 1990
    Date of Patent: November 30, 1993
    Assignee: Phillips Petroleum Company
    Inventor: Michael C. Yu
  • Patent number: 5266675
    Abstract: Energetic dihydroxy-terminated copolyformals which are formed from formalyde and dinitraminediol and fluorodiol comonomers wherein the dinitraminediol isHOCH.sub.2 N(NO.sub.2)CH.sub.2 N(NO.sub.2)CH.sub.2 N(NO.sub.2)CH.sub.2 OH,HOCH.sub.2 N(NO.sub.2)CH.sub.2 N(NO.sub.2)CH.sub.2 N(NO.sub.2)CH.sub.2 N(NO.sub.2)CH.sub.2 OH,or mixtures thereof, and wherein the fluorodiol isHOCH.sub.2 CF.sub.2 CF.sub.2 CF.sub.2 CH.sub.2 OH,HOCH.sub.2 CF.sub.2 CF.sub.2 CF.sub.2 CF.sub.2 CH.sub.2 OH,HOCH.sub.2 CF(CF.sub.3)OCF.sub.2 CF.sub.2 CF.sub.2 CH.sub.2 OH,HOCH.sub.2 CF.sub.2 OCF.sub.2 CF.sub.2 OCF.sub.2 CH.sub.2 OH,HOCH.sub.2 CH.sub.2 (CF.sub.2).sub.2 CH.sub.2 CH.sub.2 OH,HOCH.sub.2 CH.sub.2 (CF.sub.2).sub.4 CH.sub.2 CH.sub.2 OH,HOCH.sub.2 CH.sub.2 (CF.sub.2).sub.6 CH.sub.2 CH.sub.2 OH,HOCH.sub.2 CH.sub.2 (CF.sub.2).sub.8 CH.sub.2 CH.sub.2 OH,HOCH.sub.2 CH.sub.2 (CF.sub.2).sub.10 CH.sub.2 CH.sub.2 OH,or mixtures thereof andwherein the terminal functional groups are fluorodiol monomer hydroxy groups.
    Type: Grant
    Filed: July 13, 1992
    Date of Patent: November 30, 1993
    Assignee: The United States of America as represented by the Secretary of the Navy
    Inventors: Horst G. Adolph, Donna M. Cason-Smith
  • Patent number: 5132377
    Abstract: Quaternary ammonium salts of a non-nucleophilic anion having an .alpha.-substituted benzyl group attached to the quatenary nitrogen atom or having a heterocycle including the quaternary nitrogen atom are useful as a cation polymerization initiator having a heat latency. A variety of resinous compositions containing this initiator is also disclosed.
    Type: Grant
    Filed: June 4, 1990
    Date of Patent: July 21, 1992
    Assignee: Nippon Paint Company, Limited
    Inventors: Shinji Nakano, Satoshi Urano
  • Patent number: 5064934
    Abstract: Thermosetting Schiff base resins, their preparation and their applications re described.These thermosetting Schiff base resins can be defined as responding to the general formula: ##STR1## Radicals Ar.sub.1, Ar.sub.2 and Ar.sub.3 are chosen so that the softening temperature of the resins is less than about 150.degree. C.The resins can be prepared by direct condensation of an ethynyl benzaldehyde or acetophenone on a telechelic diamine oligomer obtained by reaction of a diamine containing flexibilizing groups on a derivative of benzhydrol tetracarboxylic acid. These Schiff base resins can be used by bulk thermal polymerization particularly to prepare adhesives or composite matrices.
    Type: Grant
    Filed: April 2, 1990
    Date of Patent: November 12, 1991
    Assignee: Centre d'Etude des Materiaux Organiques pour Technologies Avancees
    Inventors: Regis Mercier, Thierry Pascal, Bernard Sillion
  • Patent number: 4975520
    Abstract: A process for producing oxymethylene copolymers and terpolymers is disclosed which involves the non-linear addition of gaseous formaldehyde to a cyclic ether having at least two adjacent carbon atoms (1) and, in the case of a terpolymer, to a mixture of at least one (1) and one monoethylenically unsaturated aliphatic diol formal having at least four carbon atoms in its main chain (2), or to a mixture of (1) with a (2), in the presence of a polymerization initiator at a rate controlled so as to conform to a rate determined by kinetic equations that describe the rate of decomposition of trioxane to formaldehyde during conventional copolymerization of trioxane with a cyclic ether. The process and kinetic equations of the invention are applicable to batch reactions, single stream continuous reactions and dual stream continuous reactions.
    Type: Grant
    Filed: March 20, 1989
    Date of Patent: December 4, 1990
    Assignee: Hoechst Celanese Corp.
    Inventor: George L. Collins
  • Patent number: 4906728
    Abstract: The invention concerns a method for producing an acetal copolymer containing backbone bromo-functional groups comprising copolymerizing trioxane with 5,6,-dibromo-1,3-dioxepene. The invention also concerns methods of modifying acetal copolymers containing bromo-functional groups and the copolymers produced by the methods of the invention.
    Type: Grant
    Filed: April 13, 1988
    Date of Patent: March 6, 1990
    Assignee: Hoechst Celanese Corp.
    Inventors: Nan-Loh Yang, Andrew Auerbach, James L. Paul, Rose Pesce, Shian S. Wang
  • Patent number: 4877859
    Abstract: The present invention provides a fluroine-containing novolak resin or its derivative having a repeating unit of the formula ##STR1## wherein R.sup.1 is hydrogen atom, OH or ##STR2## R.sup.2 is hydrogen atom or alkyl group having 1 to 4 carbon atoms, X is fluorine-containing monovalent organic group having 2 to 20 carbon atoms.The present invention also provides a perfluoroalkenyloxphenol or its derivative of the formula ##STR3## wherein R.sup.10 is OH or ##STR4## R.sup.11 is H, OH, alkyl group having 1 to 4 carbon atoms or ##STR5## Y is perfluoroalkenyl group having 6 to 14 carbon atoms.
    Type: Grant
    Filed: March 21, 1988
    Date of Patent: October 31, 1989
    Assignee: Daikin Industries, Ltd.
    Inventors: Sinji Tamaru, Motonobu Kubo, Masato Kashiwagi
  • Patent number: 4814423
    Abstract: An adhesive for bonding polymeric material to both collagen and calcium is provided. The adhesive contains a glutaraldehyde component for bonding to collagen and a monophosphate component for bonding to calcium. It has been found that in bonding polymeric filling materials to teeth that the adhesive substantially reduces microleakage around the filling.
    Type: Grant
    Filed: November 6, 1987
    Date of Patent: March 21, 1989
    Assignee: Dentsply Research & Development Corp.
    Inventors: Chin-Teh Huang, Steven R. Jefferies
  • Patent number: RE39182
    Abstract: A process for the preparation of polyoxymethylene copolymers, wherein 1,3,5-trioxane is polymerized with generally known comonomers in the presence of a strong protonic acid initiator and in the presence of a formaldehyde dialkyl acetal, and wherein the initiator is dissolved in the formaldehyde dialkyl acetal before admixing to the trioxane and the comonomers.
    Type: Grant
    Filed: November 30, 2001
    Date of Patent: July 11, 2006
    Assignee: Ticona GmbH
    Inventors: Karl-Friedrich Mück, Horst Röschert, Robert M. Gronner, Satyajit Verma, Michael G. Yearwood
  • Patent number: H730
    Abstract: Energetic dihydroxy-terminated copolyformals which are formed from formalyde and fluorodiol and nitrodiol comonomers where the fluorodiol is HOCH.sub.2 CF.sub.2 CF.sub.2 CF.sub.2 CF.sub.2 CH.sub.2 OH, HOCH.sub.2 CF.sub.2 CF.sub.2 CF.sub.2 CH.sub.2 OH, HOCH.sub.2 CF(CF.sub.3)OCF.sub.2 CF.sub.2 CF.sub.2 CH.sub.2 OH, HOCH.sub.2 CF.sub.2 OCF.sub.2 CF.sub.2 OCF.sub.2 CH.sub.2 OH, HOCH.sub.2 CH.sub.2 (CF.sub.2).sub.2 CH.sub.2 CH.sub.2 OH, HOCH.sub.2 CH.sub.2 (CF.sub.2).sub.4 CH.sub.2 CH.sub.2 OH, HOCH.sub.2 CH.sub.2 (CF.sub.2).sub.6 CH.sub.2 CH.sub.2 OH, HOCH.sub.2 CH.sub.2 (CF.sub.2).sub.8 CH.sub.2 CH.sub.2 OH, HOCH.sub.2 CH.sub.2 (CF.sub.2).sub.10 CH.sub.2 CH.sub.2 OH, or mixtures thereof, and the nitro diol is HOCH.sub.2 CH.sub.2 N(NO.sub.2)CH.sub.2 CH.sub.2 N(NO.sub.2)CH.sub.2 CH.sub.2 OH, HOCH.sub.2 CH.sub.2 N(NO.sub.2)CH.sub.2 C(NO.sub.2).sub.2 CH.sub.2 N(NO.sub.2)CH.sub.2 CH.sub.2 OH, HOCH.sub.2 C(NO.sub.2).sub.2 CH.sub.2 OCH.sub.2 OCH.sub.2 C(NO.sub.2).sub.2 CH.sub.2 OH, HOCH.sub.2 CH.sub.2 N(NO.sub.2)CH.
    Type: Grant
    Filed: August 2, 1989
    Date of Patent: February 6, 1990
    Assignee: The United States of America as represented by the Secretary of the Navy
    Inventors: Lori A. Nock, Horst G. Adolph
  • Patent number: H784
    Abstract: Dihydroxy-terminated copolyformals formed fromA. formaldehyde andB. a diol comonomer mixture of(1) 1,2-bis(2-hydroxyethyl)-1,2-dicarbadodecaborane(12) and(2) a fluorodiol which is HOCH.sub.2 CF.sub.2 CF.sub.2 CF.sub.2 CH.sub.2 HOCH.sub.2 CF.sub.2 CF.sub.2 CF.sub.2 CF.sub.2 CH.sub.2 OH, HOCH.sub.2 CF(CF.sub.3)OCF.sub.2 CF.sub.2 CF.sub.2 CH.sub.2 OH, HOCH.sub.2 CF.sub.2 OCF.sub.2 CF.sub.2 OCF.sub.2 CH.sub.2 OH, HOCH.sub.2 CH.sub.2 (CF.sub.2).sub.2 CH.sub.2 CH.sub.2 OH, HOCH.sub.2 CH.sub.2 (CF.sub.2).sub.4 CH.sub.2 CH.sub.2 OH, HOCH.sub.2 CH.sub.2 (CF.sub.2).sub.6 CH.sub.2 CH.sub.2 OH, HOCH.sub.2 CH.sub.2 (CF.sub.2).sub.8 CH.sub.2 CH.sub.2 OH, HOCH.sub.2 CH.sub.2 (CF.sub.2).sub.10 CH.sub.2 CH.sub.2 OH, or mixtures thereof. A fraction of the fluorodiol may be replaced with an equal number of moles of a suitable nitrodiol.
    Type: Grant
    Filed: August 2, 1989
    Date of Patent: June 5, 1990
    Assignee: The United States of America as represented by the Secretary of the Navy
    Inventors: Horst G. Adolph, Lori A. Nock